$190 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Wed, Nov 5 - Sun, Nov 9
Alaska Airlines Logo
11:59 pm - 11:59 pmOGG-ORD
20h 00m1 stop
Alaska Airlines Logo
8:59 pm - 10:50 pmORD-OGG
29h 51m1 stop
$423Alaska Airlines
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Fri, Oct 31 - Wed, Nov 5
Alaska Airlines Logo
12:52 pm - 1:54 pmLIH-ORD
20h 02m2 stops
Alaska Airlines Logo
2:54 pm - 12:54 pmORD-LIH
26h 00m2 stops
$434Alaska Airlines
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Mon, Nov 17 - Mon, Nov 24
Delta Logo
9:29 pm - 5:18 pmLIH-ORD
15h 49m1 stop
Delta Logo
7:47 am - 8:04 pmORD-LIH
16h 17m1 stop
$466Delta
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Sun, Mar 1 - Tue, Mar 3
Delta Logo
8:15 am - 11:44 pmHNL-ORD
11h 29m1 stop
Delta Logo
5:50 am - 3:19 pmORD-HNL
13h 29m1 stop
$471Delta
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Wed, Oct 15 - Fri, Oct 17
United Airlines Logo
8:00 pm - 1:12 pmKOA-ORD
12h 12m1 stop
United Airlines Logo
6:15 am - 11:56 amORD-KOA
10h 41m1 stop
$477United Airlines
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Tue, Mar 3 - Wed, Mar 4
Hawaiian Airlines Logo
2:10 pm - 5:04 amOGG-ORD
10h 54m1 stop
Hawaiian Airlines Logo
2:05 pm - 10:35 pmORD-OGG
12h 30m1 stop
$479Hawaiian Airlines
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Sat, Dec 20 - Sun, Jan 4
American Airlines Logo
9:45 pm - 8:06 pmLIH-ORD
18h 21m1 stop
American Airlines Logo
7:00 am - 2:25 pmORD-LIH
11h 25m1 stop
$481American Airlines
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Tue, Feb 24 - Fri, Feb 27
American Airlines Logo
6:30 pm - 11:03 amKOA-ORD
12h 33m1 stop
American Airlines Logo
10:15 am - 8:12 pmORD-KOA
13h 57m2 stops
$482American Airlines
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Mon, Jan 12 - Sun, Jan 18
Hawaiian Airlines Logo
9:49 pm - 1:04 pmOGG-ORD
11h 15m1 stop
Hawaiian Airlines Logo
2:59 pm - 10:48 pmORD-OGG
11h 49m1 stop
$498Hawaiian Airlines
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Thu, Oct 9 - Sun, Oct 12
United Airlines Logo
1:05 pm - 6:10 amKOA-ORD
12h 05m1 stop
United Airlines Logo
7:10 am - 3:25 pmORD-KOA
13h 15m1 stop
$533United Airlines
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Everything you should know

Cheapest round-trip
$423
Overall average: $478
Alaska Airlines
Wed 11/5Sun 11/9
OGG - ORD • 1 stop
Cheapest non-stop
$532
Typical prices: $1,062-1143
American Airlines
Sun 2/1Mon 2/9
HNL - ORD • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$190
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Kahului to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Valparaiso
Lansing
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $3,759
Business Class flights to Chicagofrom $3,402
Prem Econ Class flights to Chicagofrom $1,625
Economy Class flights to Chicagofrom $280

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